History • Architecture • Food • Beer

Experience Winchester VA Like Never Before

Discover Winchester one step, sip, bite at a time!

Explore the city’s unique and thriving food scene on our downtown Winchester walking mall food tours. Your experienced guide will introduce you to great local dishes and drinks while sharing stories about Winchester’s rich history and architecture.

Self Guided Historic Food Tour

Explore Winchester in this one of a kind historic food tour where you’ll learn about the founding events of Winchester, local architecture, and visit 5-6 restaurants. 

Fri, Sat, Sun
$25 per group

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    positive review  Wonderful hosts, fascinating history, delicious foods. We thoroughly enjoyed our time and highly recommend.

    Eileen Curtis Avatar Eileen Curtis
    August 25, 2019

    positive review  We really enjoyed the Taste of Winchester today. We discovered several places to go back and try the regular menu.

    Kerrie Bridge Avatar Kerrie Bridge
    September 29, 2019

    positive review  We had such a good time touring with Anthony and Misty on a rainy Sunday afternoon doing the History & Hops tour! We stopped at four places, and learned about the breweries, the beer, and a bit of Winchester history as well. They had a good relationship with each of the establishments and really catered to us in every way - from recommending beers to our palettes, taking our orders, and cleaning up afterwards, it was really above and beyond what you would expect from your tour guides. They are great conversationalists who will feel more like fast friends by the time your tour has ended. We will definitely try the Food tour that they offer the next time we are in Winchester for the holidays!

    Emmy Gottschalk Avatar Emmy Gottschalk
    December 30, 2019